Vacation rentals in Enterprise

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Top-rated vacation rentals in Enterprise

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Top guest favorite
The exterior of the modern tiny home showcases a blue facade with cheerful yellow shutters framing the windows. A stylish wooden door is positioned at the front, alongside a gravel pathway lined with potted plants, offering a welcoming entrance.
Tiny home in Lange Park
5 out of 5 average rating, 20 reviews

Cozy tiny house with easy access to shops and eats

Always wanted to experience a tiny home? This is your opportunity. Nestled in a residential area, this modern tiny home has ease of access to eating places, movies and shopping. Enhance your stay with an in house massage, by request private chef dining or relax in a private garden nook with a soothing water feature. Travelling for business, a quiet retreat, visiting friends and family, a weekend getaway, cricket, staycation or home away from home, book TinyUrb today as your destination space.

Top guest favorite
An open floor plan reveals a spacious bedroom with a large bed and a cozy armchair, surrounded by expansive windows that provide views of the lush rainforest. A modern dining table is situated nearby, while natural light filters through the space, highlighting the wooden floors.
Place to stay in Paramin
5 out of 5 average rating, 230 reviews

Paramin Sky Studio

A luxurious observatory for experiencing nature like never before. Wake up to clouds and birds soaring beneath your feet. Have a one-of-a-kind bath experience, 1524 ft above the Caribbean Sea, lathered with bubbles and surrounded by humming birds. See the mist roll over the forest canopy and submerse you completely. Explore Paramin community and fall in love with its people & culture. Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!

Top guest favorite
Condo in Piarco
4.97 out of 5 average rating, 38 reviews

SuiteDreams- Modern Condo Piarco | Pool & Gym

Welcome to SuiteDreams; a stylish 2-bedroom, 2-bathroom condo safely nestled within a gated community in the prime area of Piarco, Trinidad. It's just 5 minutes from the Piarco International Airport. Perfect for travelers or staycations, it features modern décor, a fully equipped kitchen, and access to a shared pool and gym. Conveniently located near to malls, groceries, gas stations, banks, restaurants and nightlife. SuiteDreams offers comfort, charm, and convenience for short or long stays.

Guest favorite
A light blue futon is positioned against a gray wall, complemented by two decorative cushions. Above, three framed artworks with tranquil blue and gray tones are hung. Floor-length dark curtains frame a window, providing contrast to the soft color palette.
Apartment in Lange Park
4.95 out of 5 average rating, 19 reviews

Modern one bedroom apartment

Whether you’re here for a weekend getaway or an extended stay, Asara’s Apartments offers everything you need. Located in Edinburgh 500, Chaguanas, with easy access to all amenities, Asara’s will charm you with its sleek, modern and elegant space. This private retreat is your perfect home away from home. Relax in comfort with a hot shower, high-speed Wi-Fi and smart TV to access your favorite shows— all within a fully secured compound. We’re sure you’ll fall in love with this hidden gem.

Top guest favorite
Condo in Edingburgh 500
5 out of 5 average rating, 16 reviews

D Plunge Relief - Brentwood/Edinburgh 500

A modern, peaceful retreat in the upscale Brentwood community of Chaguanas. Perfect for couples, solo travelers, business guests, and small groups seeking comfort, convenience, and relaxation. Enjoy a walkable neighborhood close to parks, gyms, shopping, and dining. Airport transfers are available (additional fee). Looking for adventure? Ask us about guided eco-tours with 868 Eco Hikers Adventure, including the stunning Double River Waterfall and other unforgettable rainforest experiences.

Guest favorite
A private backyard pool is showcased, illuminated in calming blue tones under the night sky. Surrounding the pool, there is a stone wall and soft lighting that creates a serene ambiance. An outdoor seating area is visible nearby, enhancing the outdoor space.
Home in Chaguanas Borough Corporation
4.94 out of 5 average rating, 125 reviews

Cheerful 2-bedroom home with a private pool.

This exclusive location is conveniently situated near all amenities, simplifying your trip planning. Situated in a secure gated community in Chaguanas, Trinidad, it features a private backyard pool. Just a one-minute drive from the highway and a mere two-minute drive from the primary shopping districts of Heartland Plaza and Price Plaza and downtown Chaguanas. Moreover, it is just a 30-minute drive from the capital, Port of Spain, and only 20 minutes from the Piarco International Airport.

Guest favorite
The kitchen features solid wood cabinetry in light grey, complemented by a sea-green backsplash. A large sink with a Moen faucet is present, alongside a five-burner gas stove and a large LG refrigerator. A barstool dining area is situated at the kitchen island.
Apartment in Saint Helena
4.88 out of 5 average rating, 292 reviews

El Carmen Modern Apt, 6 mins from Airport. (Up#4)

The Apartment is about a 6 minute drive to the Airport The unit includes - Electric kettle Toaster Pots and Pans,Dishes and Utensils Sandwich maker 1 queen size bed Sofabed 1 bathroom Walk-in Closet Parking for one vehicle AC Electronic gate Security Cameras Wifi H/C water TV Stove Fridge Microwave Washer and dryer Situated in a quiet neighborhood,close to supermarkets, gas station, pharmacy, fast food outlets,restaurants, schools, pubs, malls, bird sanctuary, etc. *No smoking

Guest favorite
A cozy guest room is presented with a spacious bed dressed in white linens. A comfortable armchair sits in the corner, and a large window allows natural light to illuminate the neutral decor. The separate entrance is visible, enhancing privacy.
Guest suite in Jerningham Junction
4.95 out of 5 average rating, 39 reviews

Cozy Guest Suite in gated compound

Ten reasons to stay with us: 1. Gated compound with security cameras and gates 2. Separate entrance 3. Onsite parking 4. Separate ensuite bathroom 5. WFH space, TV and Wi-Fi access 6. Quiet neighbourhood 7. 20-30mins from the Airport 8. 10-15mins from Chaguanas, popular malls, nightlife spots and restaurants in Central Trinidad 9. Close proximity to national sporting facilities in Central and South Trinidad 10. Walking distance to main roads, close proximity to major highways

Guest favorite
A refreshing private pool is surrounded by sun loungers and framed by neatly arranged tiles and grass. Water features gently spray from the pool, adding a tranquil element to the outdoor space. The clear blue water reflects the sunlight under a bright sky.
Villa in D'Abadie
4.98 out of 5 average rating, 40 reviews

Caspian Villa: Poolside Paradise

Dive into pure relaxation at Caspian Villa, where sun, style and a stunning pool await you! This cozy villa features modern amenities, a fully equipped kitchen, and a serene outdoor space with a refreshing pool perfect for families. Ideal for couples or solo travelers as well, enjoy nearby local eateries and vibrant culture. Unwind in style with plush bedding and stunning views. Create unforgettable memories in this perfect blend of relaxation and adventure. Book your stay today!

Guest favorite
A modern living area features a plush sectional sofa with decorative pillows, oriented towards a sleek glass coffee table. A large flat-screen TV is mounted on a stylish accent wall, with calming blue lighting enhancing the contemporary design. An open layout is visible, leading to a well-appointed kitchen.
Condo in Piarco
4.94 out of 5 average rating, 199 reviews

The Pad Luxury, Piarco Trinidad (With Pool)

The Pad: Modern Condo Near Piarco International Airport Dive into a realm of elegance and ease at "The Pad at Piarco" – our contemporary 2-bedroom condo nestled within a secure gated community. Situated just a stone's throw away from Piarco International Airport. This refined haven is crafted for those with an eye for luxury. Cool off at the swimming pool or relax in the plush interiors. The Pad at Piarco is in close proximity to 24hr gas stations, groceries, and vibrant malls.

Top guest favorite
Apartment in Endeavour
5 out of 5 average rating, 10 reviews

WoW! Classy & Affordable Flat in Central Trinidad

Blyden's Apartments is a centre-city two bedroom bottom level apartment ideally located close to most of the major attractions in Chaguanas, Trinidad. It is 3 mins away (w/out traffic) from Price Plaza & in walking distance to 2 fully stocked groceries and other conveniences. The apartment's location provides a mixture of city life and the peaceful ambience of country living. Guests can have a comfortable stay as the apartment is cozy and classy with all modern amenities place.

Guest favorite
An open-concept living area features a spacious sofa with decorative cushions, a round coffee table, and a smart TV. The kitchen is equipped with modern stainless steel appliances, and a dining area is visible with seating for four. Light filters in through a large window.
Apartment in Endeavour
5 out of 5 average rating, 9 reviews

Endeavour 2BR 2nd Floor

Welcome to your home away from home! This stylish and spacious 2-bedroom, 2-bathroom apartment offers the perfect blend of comfort and convenience, ideal for families, couples, or business travelers. The Space Relax in the open-concept living area featuring a cozy sofa, smart TV, and high-speed Wi-Fi. The fully equipped kitchen includes stainless steel appliances, cookware, and a coffee maker—perfect for dining in. Forget your worries in this spacious and serene space.

Popular amenities for Enterprise vacation rentals